People Experience Director – Build Culture, Leaders, and Scale That Matters

Healthcare shouldn’t be something you worry about when taking care of your family.

That’s why when you join Redirect Health, your healthcare costs nothing out of your paycheck—and the same is true for your spouse and children.

• No monthly premiums
• No deductibles
• No surprise medical bills

Most team members avoid tens of thousands of dollars in healthcare costs compared to traditional health plans.

This isn’t a perk.
It’s part of our mission.

Who We Are

Redirect Health exists to make healthcare affordable for small businesses and people who can’t afford traditional employer insurance.

We help real people navigate a system that is often confusing, expensive, and frustrating—and we do it with empathy, accountability, and simplicity.

If you want your work to matter to families every single day, you’ll find purpose here.

How We Work (Our Core Values in Action)

At Redirect Health, our values guide how we show up for each other, our clients, and our members.

We do our best work when we:

• Obsess Over People – We are always helpful, friendly, and human
• Own It to Completion – If we take something on, we see it through
• Always Improve & Adapt – We learn quickly and adjust without ego
• Start with “Yes, We Can Help You” – We lead with solutions
• Succeed as a Team – We win through trust and collaboration
• Detest Waste & Unnecessary Complexity – We simplify to focus on what matters

About This Role

The People Experience Director exists to build and scale a high-performing, people-first organization as we grow.

This is not a traditional HR role.

This is a strategic leadership position responsible for shaping how we:

• Build leaders
• Attract and retain great talent
• Scale our culture intentionally
• Equip teams to operate with clarity, accountability, and ownership

You will lead the People function (payroll, onboarding, recruiting) while partnering closely with the COO and company leaders to ensure our culture and leadership capabilities grow stronger—not weaker—as we scale.

You are both:

• A culture driver who deeply cares about people, and
• A builder who ensures things actually get done

What You’ll Do

In this role, you will:

Own and Evolve the People Strategy

• Define and execute a scalable People strategy aligned to company growth
• Bring new capabilities, tools, and systems to elevate the organization
• Partner with leadership to anticipate and solve people-related challenges

Build and Strengthen Leadership

• Develop a strong leadership bench across the organization
• Train and coach leaders to effectively manage people, performance, and conflict
• Embed principles from The Empowerment Dynamic (The Power of TED) to reduce drama and increase ownership

Drive Culture as We Scale

• Act as a steward and driver of company culture
• Ensure our values are lived consistently across teams and leaders
• Help leaders create environments focused on outcomes, accountability, and growth

Oversee the People Function

• Lead a team across:
• • Payroll & People Administration
  • Onboarding
  • Recruiting (including building out this function)
• Ensure operational excellence without getting pulled into day-to-day execution

Elevate Recruiting & Talent Strategy

• Build a scalable recruiting engine to attract high-quality talent
• Partner with leaders to define roles, expectations, and hiring standards
• Strengthen how we assess and select the right people

Own Training, Systems & Documentation (Trainual)

• Lead a full refresh and ongoing ownership of Trainual
• Ensure processes, expectations, and training are clearly documented and used
• Drive accountability in how teams learn, operate, and improve

Partner Cross-Functionally

• Support leaders across the organization in navigating people-related challenges
• Partner with outsourced legal and external resources as needed
• Act as a trusted advisor to the COO and leadership team

How Success Is Measured

Success in this role is measured by:

• Strength and readiness of our leadership bench
• Quality, speed, and consistency of hiring
• Employee engagement, retention, and performance
• Adoption and effectiveness of training and documentation (Trainual)
• Leaders’ ability to handle challenges with ownership (not drama)
• Scalability and effectiveness of People systems and processes

What We’re Looking For

We’re looking for someone who:

• Has 10+ years of experience in People, HR, or People Operations leadership
• Has worked in startup or high-growth environments
• Comes from high service-oriented organizations (where people experience matters deeply)
• Is warm, approachable, and people-first in how they lead
• Can also drive execution and hold high standards
• Has experience building teams, systems, and leadership capability
• Is comfortable operating at both strategic and practical levels
• Is energized by building culture intentionally—not maintaining the status quo

A strong performer in this role is known for:

• Building trust quickly across all levels of the organization
• Developing leaders who take ownership and grow others
• Turning ambiguity into clear, scalable systems
• Balancing empathy with accountability
• Making things better—not just managing what exists

Why Join Redirect Health

What “Free Healthcare” Actually Means

When we say free, we mean no money out of your paycheck and no cost when you need care:

• No monthly premiums
• No cost to add your spouse or children
• No deductibles (we reimburse them)
• No out-of-pocket maximums

This benefit alone can save families tens of thousands of dollars.

What You’ll Earn

• Salary: $100,000 – $120,000 per year
• FREE healthcare for you and your entire family
• Dental & Vision insurance
• Paid time off & sick time
• 401(k) access
• A mission-driven team focused on meaningful impact

Ready to Build Something That Matters?

If you’re excited to shape culture, build leaders, and create a people experience that scales with purpose—we’d love to hear from you.